Compound Detail

CHEMBL1644980

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OC1(c2ccc(Cl)c(C(F)(F)F)c2)CCN(CCCC(c2ccccc2)c2ccccc2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1644980
Phase	Preclinical
Structure Type	MOL
InChI Key	SGUZNMAAJVIZHU-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

488.0

MW (Da)

7.25

ALogP

HBA

HBD

23.5

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C28H29ClF3NO
MW	487.99
Aromatic Rings	3
Heavy Atoms	34
NP-Likeness	-0.61

Activity Summary

Ki 19 meas. best 7.42

IC50 9 meas. best 5.18

EC50 1 meas. best 5.29

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
D(2) dopamine receptor CHEMBL217	Ki	7.42	7.42	38.0	1
D(4) dopamine receptor CHEMBL219	Ki	7.24	7.24	58.0	1
D(3) dopamine receptor CHEMBL234	Ki	7.21	7.21	62.0	1
Mu-type opioid receptor CHEMBL233	Ki	7.16	7.16	70.0	1
D(1B) dopamine receptor CHEMBL1850	Ki	6.92	6.92	121.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	6.92	6.92	121.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	6.87	6.87	135.0	1
Histamine H2 receptor CHEMBL1941	Ki	6.56	6.56	278.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	6.49	6.49	326.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.43	6.43	374.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	6.32	6.32	481.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	6.29	6.29	518.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.2	6.2	628.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.0	6.0	1000.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	5.93	5.93	1180.0	1
Kappa-type opioid receptor CHEMBL237	Ki	5.88	5.88	1328.0	1
Delta-type opioid receptor CHEMBL236	Ki	5.82	5.82	1526.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	5.77	5.77	1695.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	5.67	5.67	2131.0	1
H4 CHEMBL1075452	EC50	5.29	5.29	5100.0	1
Lewis lung carcinoma cell line CHEMBL614088	IC50	5.18	5.0533	6600.0	3
MDA-MB-231 CHEMBL400	IC50	5.08	5.0567	8400.0	3
NIH3T3 CHEMBL614822	IC50	5.01	4.9467	9800.0	3

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
D(2) dopamine receptor	Ki	=	38.0	nM	7.42	Displacement of [3H]N-methylspiperone from human dopamine D2 receptor expressed ...	30389290
D(4) dopamine receptor	Ki	=	58.0	nM	7.24	Displacement of [3H]N-methylspiperone from human dopamine D4 receptor by radioli...	30389290
D(3) dopamine receptor	Ki	=	62.0	nM	7.21	Displacement of [3H]N-methylspiperone from human dopamine D3 receptor expressed ...	30389290
Mu-type opioid receptor	Ki	=	70.0	nM	7.16	Displacement of [3H]DAMGO from human MOR expressed in HEK cells by radioligand b...	30389290
Sodium-dependent dopamine transporter	Ki	=	121.0	nM	6.92	Displacement of [3H]WIN35428 from human DAT expressed in HEK cells by radioligan...	30389290
D(1B) dopamine receptor	Ki	=	121.0	nM	6.92	Displacement of [3H]SCH23390 from human dopamine D5 receptor expressed in HEK293...	30389290
D(1A) dopamine receptor	Ki	=	135.0	nM	6.87	Displacement of [3H]SCH23390 from human dopamine D1 receptor expressed in HEK293...	30389290
Histamine H2 receptor	Ki	=	278.0	nM	6.56	Displacement of [3H]Cimetidine from human H2 receptor expressed in HEK cells by ...	30389290
5-hydroxytryptamine receptor 7	Ki	=	326.0	nM	6.49	Displacement of [3H]LSD from human 5-HT7A receptor expressed in HEK cells by rad...	30389290
5-hydroxytryptamine receptor 2B	Ki	=	374.0	nM	6.43	Displacement of [3H]LSD from human 5-HT2B receptor expressed in HEK cells by rad...	30389290
5-hydroxytryptamine receptor 1A	Ki	=	481.0	nM	6.32	Displacement of [3H]-Way100635 from human 5HT1A receptor expressed in stable CHO...	30389290
Sodium-dependent noradrenaline transporter	Ki	=	518.0	nM	6.29	Displacement of [3H]Nisoxetine from human NET expressed in HEK cells by radiolig...	30389290
5-hydroxytryptamine receptor 1D	Ki	=	628.0	nM	6.2	Displacement of [3H]5-CT from human 5-HT1D receptor expressed in HEK293T cells b...	30389290
5-hydroxytryptamine receptor 2A	Ki	=	1000.0	nM	6.0	Displacement of [3H]Ketanserin from 5-HT2A receptor (unknown origin) by radiolig...	30389290
Sodium-dependent serotonin transporter	Ki	=	1180.0	nM	5.93	Displacement of [3H]Citalopram from human SERT expressed in HEK cells by radioli...	30389290
Kappa-type opioid receptor	Ki	=	1328.0	nM	5.88	Displacement of [3H]U69593 from KOR (unknown origin) expressed in HEK cells by r...	30389290
Delta-type opioid receptor	Ki	=	1526.0	nM	5.82	Displacement of [3H]DADLE from human DOR expressed in HEK cells by radioligand b...	30389290
5-hydroxytryptamine receptor 6	Ki	=	1695.0	nM	5.77	Displacement of [3H]LSD from human 5-HT6 receptor expressed in HEK cells by radi...	30389290
5-hydroxytryptamine receptor 2C	Ki	=	2131.0	nM	5.67	Displacement of [3H]Mesulergine from human 5-HT2C receptor expressed in HEK293Fl...	30389290
H4	EC50	=	5100.0	nM	5.29	Induction of autophagy in human H4 cells expressing LC3 using DAPI staining afte...	21126871

Literature References

PubMed	DOI	Target Context	# Activities
30389290	10.1016/j.bmcl.2018.10.036	MDA-MB-231	3
30389290	10.1016/j.bmcl.2018.10.036	Lewis lung carcinoma cell line	3
30389290	10.1016/j.bmcl.2018.10.036	NIH3T3	3
30389290	10.1016/j.bmcl.2018.10.036	Histamine H1 receptor	2
30389290	10.1016/j.bmcl.2018.10.036	Sodium-dependent dopamine transporter	2
30389290	10.1016/j.bmcl.2018.10.036	Delta-type opioid receptor	2
30389290	10.1016/j.bmcl.2018.10.036	Mu-type opioid receptor	2
30389290	10.1016/j.bmcl.2018.10.036	Kappa-type opioid receptor	2
30389290	10.1016/j.bmcl.2018.10.036	D(1B) dopamine receptor	2
30389290	10.1016/j.bmcl.2018.10.036	D(4) dopamine receptor	2
30389290	10.1016/j.bmcl.2018.10.036	D(3) dopamine receptor	2
30389290	10.1016/j.bmcl.2018.10.036	D(2) dopamine receptor	2
30389290	10.1016/j.bmcl.2018.10.036	D(1A) dopamine receptor	2
30389290	10.1016/j.bmcl.2018.10.036	5-hydroxytryptamine receptor 7	2
30389290	10.1016/j.bmcl.2018.10.036	5-hydroxytryptamine receptor 6	2
30389290	10.1016/j.bmcl.2018.10.036	5-hydroxytryptamine receptor 5A	2
30389290	10.1016/j.bmcl.2018.10.036	5-hydroxytryptamine receptor 2C	2
30389290	10.1016/j.bmcl.2018.10.036	5-hydroxytryptamine receptor 2B	2
30389290	10.1016/j.bmcl.2018.10.036	5-hydroxytryptamine receptor 2A	2
30389290	10.1016/j.bmcl.2018.10.036	5-hydroxytryptamine receptor 1D	2

Data from ChEMBL 36 via Core Engine